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Fall Outfits Lookbook 2023

October 10, 2023

I hope it’s beginning to feel a little more like fall in your neck of the woods. We’ve strung together a few cool days here, so I’m calling it official. Ha! Yesterday I did the big job of moving out my spring and summer clothes to make room for my fall and winter wardrobe. I always keep a few tank tops and short sleeve tees handy, as well as lighter weight chinos and jackets. But other than that, there’s no turning back for me. So I’ve gathered up some of my favorite autumn looks and created a Fall Outfits Lookbook 2023 for a little style inspiration.

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All of these outfits are pulled from recent blog posts, dating back to July, when I first started showing fall finds. So, while I did have my assistant add the shopping links in the captions of the photos, please keep in mind that some items may no longer be available. She’s also provided a quick link back to the original blog posts in the photo captions, so use those to get more insight on any given outfit.

Some of these are full-on fall, meaning they will work best when the weather really gets cool. But many of them are outfits you can probably wear right now, even if you just need to swap out the shoes or something. For instance, this first look is made up of lightweight layers that create a cool fall vibe but still keep you feeling cool, too.

Matching Black Accessories
structured but modern blazer // cropped wide-leg pants and graphic tee // black leather beltmules (also available in cognac brown) and handbag // More outfit details on the blog

Adding a little black to your outfits (or brown or grey) is a great way to take a warm weather outfit into fall.

The outfit below is one I purchased in the Nordstrom Anniversary Sale when everything shown was about 40% off. I think I may wear this outfit tomorrow!

Blouse and Cardigan
stretch silk blouse (TTS) // tapered pull-on pants (TTS) (available in plus sizes) // wool & cashmere cardigan (TTS) // leather mules (TTS) (wearing with these half socks) // belt // earrings // More outfit details on the blog

Here’s another Nordstrom Anniversary Sale outfit, but you could easily duplicate it with items in your closet and the colors you prefer. This deep red is so on trend this fall and winter; I’m loving it!

Wool Sweater // Performance Jacket // Jeans // Tote // Booties // Earrings // Bracelet // More outfit details on the blog

Turn a tee and chinos into a fun fall outfit by simply adding a classic denim jacket.

denim jacket
Snoopy tee // utility pants (TTS) // Van sneakers // shoulder bag // earrings // similar necklace // similar sunglasses // More outfit details on the blog

Or get a new trending bomber jacket to round out these casual duos.

utility pants (TTS) // t-shirt (TTS) // jacket (TTS) // sneakers // shoulder bag // earrings // similar necklace // similar sunglasses // More outfit details on the blog

Sometimes I tend to over think outfits. What about you? I find that the simplest outfits often look the best, so I’m really trying to keep that in mind this fall.

black and utility green
black ribbed tee (also in white & navy – size up) // cargo pants // mules (also in cognac) (more economical option) // similar black belt // earrings // similar sunglasses or here // shoulder bag // More outfit details on the blog

Then again, how fun is it to mix stripes and plaids this time of year? That’s what I love about the next outfit. It just looks happy!

Loose Fitting Blazer with Wide Leg Jeans
wide leg, full length jeans // effortless jersey stripe square neck top (size down; wearing a Small) // necklace // belt (wearing m-l) // convertible shoulder bag // similar sneakers (GREAT more economical option) // // More outfit details on the blog

Now here’s a classic look I go back to time and again. In fact, I wore a version of this at LTK Con simply because it always makes me feel great. Blazer + great jeans + classic t-shirt = a home run every time.

Jacket and Heels
wide leg, full length jeans // similar tee // similar blazer (more economical) // satchel // sandals // necklace // More outfit details on the blog

Here’s another blazer look I love. This time I’m wearing a polished blouse with a relaxed fit plaid blazer. Yes, they’re still trending. Really I see blazers of all kinds right now, so wear the fit that works best for you and your personal style aesthetic.

Wear Later
wide leg crop jeans // camp shirt // blazer old – not available (similar option and in plus sizes) // block heel pumps (more economical option) // necklace // earrings not available – similar option // crossbody // bangle // More outfit details on the blog

I’ve pulled my ankle length jeans to the front of my closet for now. I want to wear them as much as possible during early fall, since I’ll probably opt for fuller length styles when it gets colder.

Wear your Colored Shoes with Confidence
sweater // Mother the Tripper button-fly jeans (comparable substitute / more economical option) // Kristina pointed toe mules (sized down 1/2 size) // Hudson medium convertible crossbody in earthenware // earrings // simple necklace // coin necklace // sunglasses (similar option) // More outfit details on the blog

Keep a simple cotton sweater and jeans combo interesting by adding some fun footwear.

Denim Skirt with Tee and Utility Jacket
utility jacket (similar option and another option) // similar graphic tee // belt // denim skirt (also here and another option and another) // sneakers // earrings // tote // bracelet // More outfit details on the blog

Don’t forget about that utility jacket in your closet. It’s still a great completer piece for fall, too. And yes, sneakers work with most everything these days. I’m loving it!

A Denim Skirt Outfit for Early Fall
white button-up shirt (and here) // belt // denim skirt (also here and another option and another) // booties // bracelet (similar option in gold) // necklace // similar earrings // tote (no longer in this color) // sunglasses // More outfit details on the blog

If you’ve found a denim skirt you love, wear it! Right now you can wear it with booties and later with full height boots.

Below I’m wearing those Talbots Tribeca pants. So versatile! I love this 2X2 outfit. Remember that formula? I shared it in this blog post.

2x2 outfit formula
Tribeca pants // chambray shirt (similar option) // houndstooth blazer// loafers (similar option) // similar earrings // More outfit details on the blog

This next outfit uses that 2X2 formula, too. Have you been working it with things in your closet, too?

Denim Jacket with Black Tribeca Pants
Audrey cashmere Donegal sweater // Tribeca pants // necklace // loafers // earrings // bracelet not available (substitute) // More outfit details on the blog

And here’s one more outfit with that formula. Remember, you can use two of any kind of items and another two of any other kind. They don’t have to be classic and casual, like mine are. They could be feminine and masculine or sporty and dressy.

2x2 Outfit Formula with Tribeca Pants
Tribeca pants // blazer // earrings // sunglasses // t-shirt // bracelet not available (substitute) // similar belt // tote option // More outfit details on the blog

Next up I’ve got a great outfit with that pleated skirt. I’m seeing a lot of these accordion skirts this year, and I’m a fan.

Pleated Midi Skirt Styled for Fun
pleated midi skirt // vest // t-shirt // bracelet // earrings (similar) shoulder bag // cutout loafers // More outfit details on the blog

And here’s another way to wear that same skirt. I’ll be styling it again during the winter and probably in the spring, too. That skirt is still in stock and available in a lot of great colors.

pleated midi skirt // shrunken sweater // suede pumps // necklace // earrings (similar) // bracelet // similar clutch
pleated midi skirt // shrunken sweater // suede block heel pumps, (Use code SARAHFLINT_CCLAURAKAY1 for 15% off at Sarah Flint, new customers only) // necklace // earrings (similar) // bracelet // similar clutch // More outfit details on the blog

Oh, and I forgot I’d shared another way to wear it. This one is casual and oh so fun. I wore this for a day of driving through Amish country in Ohio. We had stopped at a vineyard for a wine tasting when we snapped this photo.

 pleated midi skirt //  tank  // denim jacket // shoulder bag // sneakers // More outfit details on the blog

Next up, a cotton sweater. I like to wear a tank or t-shirt under mine in early fall so I can remove the sweater if needed.

Easy On the Eyes Early Fall Outfit
Mother ankle jeans // knit ribbed t-shirt // 100% organic cotton fisherman sweater (c/o) // loafers // convertible leather satchel (c/o) // chain necklace // More outfit details on the blog

And below I wore the sweater with my black ankle length pants. I also love this neutrals combination.

cotton fisherman sweater // ankle length pants (and here and here) // belt // loafers // shoulder bag // necklace // earrings // More outfit details on the blog

I can’t wait to wear this red blazer in real life. I’m definitely taking it to Georgia with me, so hopefully I’ll have a chance to wear it then.

classic shetland blazer in berry
classic shetland blazer in berry (runs slightly large; in M8) // Frank & Eileen Joedy boyfriend button-up shirt (TTS at Frank & Eileen) // straight leg jeans in Florence wash (TTS; in 8) // classic hoop earrings in gold // old version of Tish Chelsea boots in cognac // More outfit details on the blog

Not all great outfits are dressy. Some are very casual. I think it’s smart to know how to put together a casual outfit that looks great, too. After all, that’s where we live most of the time!

Rain Coat
Fleet Street short trench raincoat // trouser jeans // long sleeve tee // Nike sneakers // earrings // Totes travel umbrella // More outfit details on the blog

It’s time to pull out those corduroys, too. I’ve also got those pulled to the front of my closet. I like to remind myself to select those instead of jeans occasionally.

styling cords for favorite fall outings
denim button front shirt (TTS; wearing medium) // stretch corduroy straight leg pants in almond buff (TTS; wearing a 10 comfortably) // Tish Chelsea boots // skipping stones stretch bracelet // earrings // crossbody saddle bag // More outfit details on the blog

Don’t forget about your flannel shirts. Elevate them by wearing them over a classic tee or tank and adding a belt.

casual fall outfits from JCPenney
mid-rise straight leg jeans in dark formation rinse (TTS; wearing a misses 10) // black tank (similar) // plaid flannel shirt (TTS) // black belt // black Chelsea boots // necklace // earrings // bracelet // More outfit details on the blog

This one is literally a fitting room photo I snapped before trying on clothes. But I loved wearing this classic jeans and white button-up shirt outfit. For me, it’s all those cognac accessories against a background of white and soft denim. Swoon!

white button up // jeans // belt // mules // similar earrings // bucket bag // More outfit details on the blog

And then we’ll wrap it up with a photo from yesterday’s blog post. Another white button-up shirt and jeans look. You just can’t go wrong here!

Trying a New Jeans Silhouette
high waist wide leg jeans at Nordstrom (and in black) – More Economical Option // white button-up cotton shirt – more economical option // Willa herringbone blazer // brown suede pumps (use code SARAHFLINT_CCLAURAKAY1 for 15% off full price purchase for new customers only) // chunky chain necklace // belt // More outfit details on the blog

Thanks so much for stopping in. I hope you got a little style inspiration. Feel free to pin these looks to your Pinterest boards, too! Have a lovely fall day!

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Blessed for My Day

Lord, today we lift up our hearts and voices to You, pleading for Your love and mercy to be poured out upon your people, Israel. We ask for protection from harm, for evil to banished and for peace to be restored. We stand in the gap and plea for You to rescue Your people. 

Our hearts break for the devastation we hear of in Israel. We mourn with Your people and we are angry that such violence is going unchecked. Show us how we can pray more wisely and effectively. We feel powerless, but we come to You with heavy hearts and open hands. Have mercy, Lord.

Now the Lord said to Abram,

“Go from your country,
And from your relatives
And from your father’s house,
To the land which I will show you;
And I will make you into a great nation,
And I will bless you,
And make your name great;
And you shall be a blessing;
And I will bless those who bless you,
And the one who curses you I will curse.
And in you all the families of the earth will be blessed.” ~ Genesis 12:1-3

xoxo, Kay
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7 thoughts on “Fall Outfits Lookbook 2023

  1. There is some great inspiration in this post! I know that you are a fan of raw edge denim. Do you trim the edge to neaten it to your liking

    1. I do sometimes neaten it up a bit. I think the raw edge is still in style. But I’m not seeing as much of the “chewed hems” as we did a year ago. So I do try to keep mine looking neat.

  2. Your statement about putting together a great looking casual outfit – because that’s where we live most of the time really resonates with me! My life is very casual, but I still want my casual outfits to look put together. Thanks for your help with ideas for casual, great looking outfits!

  3. Thanks, Kay. For showing all these great styling options. I took some screen shots to save as reminders.
    Blessings 🙏

  4. I am horrified at what is happening in Israel. I am so upset that they kidnapped children! Lord have mercy and help!

  5. Thank you so much Kay for your Inspirational Looks ❤️And I love what you said about Casual thats where we live most of the time ❤️Its the Casual Look I struggle with I always want to add more !!! BUT Im following your tips and Im learning , I even left off my earrings today as I followed what you said about ‘ Turn around take a look and remove 1 thing ‘ so I did and it balanced my Look, as I did have on a necklace, watch and ring , so Thank you for that tip.

    Thank you so much also for the Devotional for Israel today , I too repeated that prayer. I cannot imagine the horror those poor people are going through and children and elderly citizens being taken Hostage. Please God let these people go home and be safe Xx

  6. I enjoy your weekly posts. I’ve never been great matching outfits even though I’ve received some wonderful comments. You’ve continue to display a variety of great suggestions based on my current wardrobe. Thanks so much!